clavulanic acid

CHEBI:48947 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

Antibiotic isolated from Streptomyces clavuligerus. It acts as a suicide inhibitor of bacterial β-lactamase enzymes. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:64509 CHEBI:64509

Chemical structure

Computed structure properties
Molecular formula	C8H9NO5
Charge	0
Average mass	199.162 Da
Monoisotopic mass	199.04807 Da
Source	ChEBI
InChIKey	HZZVJAQRINQKSD-PBFISZAISA-N

SMILES

[H][C@@]12CC(=O)N1[C@@H](C(=O)O)/C(=C/CO)O2

InChI

InChI=1S/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1

Also called

acide clavulanique (INN)— chebi
acidum clavulanicum (INN)— chebi
ácido clavulánico (INN)— chebi
(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (EXACT_SYNONYM)— chebi
(2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-OXO-4-OXA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID (EXACT_SYNONYM)— chebi
(Z)-(2R,5R)-3-(2-Hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic acid (EXACT_SYNONYM)— chebi
Clavulanate (EXACT_SYNONYM)— chebi
Clavulanic acid (EXACT_SYNONYM)— chebi
Clavulansäure (EXACT_SYNONYM)— chebi
MM 14151 (EXACT_SYNONYM)— chebi
antibiotic MM 14151 (EXACT_SYNONYM)— chebi
clavulonic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

beilstein:787059
cas:58001-44-8
drugbank:DB00766
drugcentral:669
hmdb:HMDB0014904
kegg.compound:C06662
kegg.drug:D07711
knapsack:C00018091
patent:DE2517316
pdb-ccd:J01
reaxys:787059
vsdb:1930
wikipedia.en:Clavulanic_Acid

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:36047 CHEBI:36047

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:48947`	clavulanic acid	`antibioticmech:chebi-e6f3165a79`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.